CA2809279C - Natural biocomposite powder prepared from pichia pastoris biomass, method of preparation and its use as excipient - Google Patents
Natural biocomposite powder prepared from pichia pastoris biomass, method of preparation and its use as excipient Download PDFInfo
- Publication number
- CA2809279C CA2809279C CA2809279A CA2809279A CA2809279C CA 2809279 C CA2809279 C CA 2809279C CA 2809279 A CA2809279 A CA 2809279A CA 2809279 A CA2809279 A CA 2809279A CA 2809279 C CA2809279 C CA 2809279C
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- CA
- Canada
- Prior art keywords
- cgc
- pichia pastoris
- cultivation
- biomass
- chitin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
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- 241000235058 Komagataella pastoris Species 0.000 title claims abstract description 177
- 239000002028 Biomass Substances 0.000 title claims abstract description 144
- 239000011173 biocomposite Substances 0.000 title claims abstract description 138
- 239000000843 powder Substances 0.000 title claims abstract description 109
- 238000000034 method Methods 0.000 title claims abstract description 97
- 239000000546 pharmaceutical excipient Substances 0.000 title claims abstract description 31
- 238000002360 preparation method Methods 0.000 title abstract description 14
- 229920001503 Glucan Polymers 0.000 claims abstract description 71
- 229920002101 Chitin Polymers 0.000 claims abstract description 65
- 150000004676 glycans Chemical class 0.000 claims abstract description 39
- 229920001282 polysaccharide Polymers 0.000 claims abstract description 39
- 239000005017 polysaccharide Substances 0.000 claims abstract description 39
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims abstract description 26
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 claims abstract description 25
- 239000002537 cosmetic Substances 0.000 claims abstract description 6
- 235000013305 food Nutrition 0.000 claims abstract description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 126
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 claims description 94
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 claims description 47
- 229960001948 caffeine Drugs 0.000 claims description 47
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 claims description 47
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 45
- 239000000463 material Substances 0.000 claims description 43
- 239000000203 mixture Substances 0.000 claims description 43
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 36
- 229910052799 carbon Inorganic materials 0.000 claims description 34
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 33
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- 239000008103 glucose Substances 0.000 claims description 31
- 239000002245 particle Substances 0.000 claims description 27
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 claims description 26
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 26
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- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 claims description 24
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- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 24
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- MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Natural products NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 claims description 22
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 19
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- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 claims description 14
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- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 12
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims description 12
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims description 12
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- 150000003839 salts Chemical class 0.000 claims description 10
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- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 8
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 8
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- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 8
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- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 6
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 6
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- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 claims 1
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- 238000002835 absorbance Methods 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 1
- 239000013566 allergen Substances 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 230000000181 anti-adherent effect Effects 0.000 description 1
- 239000003911 antiadherent Substances 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000002358 autolytic effect Effects 0.000 description 1
- 239000003225 biodiesel Substances 0.000 description 1
- 229960002685 biotin Drugs 0.000 description 1
- 235000020958 biotin Nutrition 0.000 description 1
- 239000011616 biotin Substances 0.000 description 1
- 229940098773 bovine serum albumin Drugs 0.000 description 1
- 239000000679 carrageenan Substances 0.000 description 1
- 229940113118 carrageenan Drugs 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 235000013351 cheese Nutrition 0.000 description 1
- 229940075614 colloidal silicon dioxide Drugs 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 229910000366 copper(II) sulfate Inorganic materials 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000011143 downstream manufacturing Methods 0.000 description 1
- 238000007905 drug manufacturing Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000013467 fragmentation Methods 0.000 description 1
- 238000006062 fragmentation reaction Methods 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 238000009478 high shear granulation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229960001021 lactose monohydrate Drugs 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- SQQMAOCOWKFBNP-UHFFFAOYSA-L manganese(II) sulfate Chemical compound [Mn+2].[O-]S([O-])(=O)=O SQQMAOCOWKFBNP-UHFFFAOYSA-L 0.000 description 1
- 229910000357 manganese(II) sulfate Inorganic materials 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 229940016286 microcrystalline cellulose Drugs 0.000 description 1
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 1
- 239000008108 microcrystalline cellulose Substances 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- 235000013379 molasses Nutrition 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- 229950006780 n-acetylglucosamine Drugs 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 1
- 229910052939 potassium sulfate Inorganic materials 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000002731 protein assay Methods 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 238000003908 quality control method Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000010955 robust manufacturing process Methods 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 230000001932 seasonal effect Effects 0.000 description 1
- 229920003109 sodium starch glycolate Polymers 0.000 description 1
- 229940079832 sodium starch glycolate Drugs 0.000 description 1
- 239000008109 sodium starch glycolate Substances 0.000 description 1
- 239000007909 solid dosage form Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 230000001502 supplementing effect Effects 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- WROMPOXWARCANT-UHFFFAOYSA-N tfa trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC(=O)C(F)(F)F WROMPOXWARCANT-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
- 108700012359 toxins Proteins 0.000 description 1
- 238000005550 wet granulation Methods 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/20—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents
- A23L29/269—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents of microbial origin, e.g. xanthan or dextran
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/20—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents
- A23L29/269—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents of microbial origin, e.g. xanthan or dextran
- A23L29/271—Curdlan; beta-1-3 glucan; Polysaccharides produced by agrobacterium or alcaligenes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Inorganic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Birds (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261614789P | 2012-03-23 | 2012-03-23 | |
| US61/614789 | 2012-03-23 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2809279A1 CA2809279A1 (en) | 2013-05-21 |
| CA2809279C true CA2809279C (en) | 2014-05-06 |
Family
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Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2809279A Expired - Fee Related CA2809279C (en) | 2012-03-23 | 2013-03-15 | Natural biocomposite powder prepared from pichia pastoris biomass, method of preparation and its use as excipient |
| CA2868062A Abandoned CA2868062A1 (en) | 2012-03-23 | 2013-03-15 | Natural biocomposite powder prepared from pichia pastoris biomass, method of preparation and its use as excipient |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2868062A Abandoned CA2868062A1 (en) | 2012-03-23 | 2013-03-15 | Natural biocomposite powder prepared from pichia pastoris biomass, method of preparation and its use as excipient |
Country Status (11)
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003024430A1 (en) | 2001-09-21 | 2003-03-27 | Egalet A/S | Morphine polymer release system |
| EP2957281A1 (en) | 2001-09-21 | 2015-12-23 | Egalet Ltd. | Polymer release system |
| WO2004084868A1 (en) | 2003-03-26 | 2004-10-07 | Egalet A/S | Morphine controlled release system |
| PT103714B (pt) | 2007-04-11 | 2020-07-28 | 73100 - Setenta E Três Mil E Cem, Lda. | Processo para a obtenção de um polímero à base de galactose |
| WO2008148798A2 (en) | 2007-06-04 | 2008-12-11 | Egalet A/S | Controlled release pharmaceutical compositions for prolonged effect |
| AU2010211220B2 (en) | 2009-02-06 | 2013-08-01 | Egalet Ltd. | Immediate release composition resistant to abuse by intake of alcohol |
| NZ603579A (en) | 2009-06-24 | 2014-02-28 | Egalet Ltd | Controlled release formulations |
| US8748123B2 (en) | 2009-12-15 | 2014-06-10 | 73100-Setenta e Tres Mil e Cem, Lda. | Fucose-containing bacterial biopolymer |
| KR20150010948A (ko) | 2012-03-23 | 2015-01-29 | 파마73, 에스.에이. | 피키아 파스토리스 바이오매스로부터 제조된 천연 바이오복합재 분말, 제조방법, 및 부형제로서의 이의 용도 |
| WO2015177622A1 (en) | 2014-05-21 | 2015-11-26 | Pharma73, S.A. | Chitin-glucan complex, its preparation, and uses |
| CN106148303A (zh) * | 2014-11-18 | 2016-11-23 | 复旦大学 | 一种人源溶菌酶蛋白发酵方法 |
| CN110484580A (zh) * | 2019-06-11 | 2019-11-22 | 张家港市华天药业有限公司 | 谷胱甘肽的合成方法 |
| US11140912B1 (en) | 2020-12-22 | 2021-10-12 | Agvault, Llc | Process for manufacturing yeast strains having increased mannan oligosaccharides and improved amino acid profiles |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2118370A (en) | 1932-01-30 | 1938-05-24 | Industrikemiska Ab | Method of treating fermenting liquids |
| US4992540A (en) | 1984-11-28 | 1991-02-12 | Massachusetts Institute Of Technology | Glucan composition and process for preparation thereof |
| GB2259709A (en) | 1991-09-19 | 1993-03-24 | British Textile Tech | Production of chitin/chitosan |
| US5169638A (en) * | 1991-10-23 | 1992-12-08 | E. R. Squibb & Sons, Inc. | Buoyant controlled release powder formulation |
| RU2043995C1 (ru) * | 1992-12-29 | 1995-09-20 | Всероссийский научно-исследовательский институт пищевых ароматизаторов, кислот и красителей | Способ получения глюкан-хитозанового комплекса |
| US5654007A (en) * | 1995-06-07 | 1997-08-05 | Inhale Therapeutic Systems | Methods and system for processing dispersible fine powders |
| AUPN398295A0 (en) | 1995-07-05 | 1995-07-27 | Carlton And United Breweries Limited | Chemical compounds and processes for their production |
| US6210686B1 (en) * | 1998-12-18 | 2001-04-03 | Beth Israel Deaconess Medical Center | Dietary supplement and method for lowering risk of heart disease |
| US20070299034A1 (en) | 2002-02-12 | 2007-12-27 | Marie-France Versali | Cell wall derivatives, their preparation process, and use thereof |
| BE1014638A6 (fr) | 2002-02-12 | 2004-02-03 | Univ Liege | Methode de preparation de derives de la paroi cellulaire a partir de biomasse. |
| US20050042735A1 (en) | 2003-04-11 | 2005-02-24 | Ming-De Deng | Metabolic engineering for enhanced production of chitin and chitosan in microorganisms |
| WO2006121803A1 (en) | 2005-05-05 | 2006-11-16 | Sensient Flavors Inc. | Production of beta-glucans and mannans |
| FR2908771B1 (fr) | 2006-11-20 | 2011-07-29 | Kitozyme Sa | Chitine-glucane d'extrait fongique de granulometrie fine |
| PT103714B (pt) | 2007-04-11 | 2020-07-28 | 73100 - Setenta E Três Mil E Cem, Lda. | Processo para a obtenção de um polímero à base de galactose |
| CN101570769B (zh) | 2008-04-29 | 2013-06-19 | 安琪酵母股份有限公司 | 一种酵母葡聚糖、甘露聚糖及其生产方法 |
| PT104149B (pt) | 2008-07-30 | 2020-05-08 | 73100 - Setenta E Três Mil E Cem, Lda. | Processo de co-produção de quitina, seus derivados e polímeros contendo glucose, manose e/ou galactose, por cultivo da levedura pichia pastoris |
| FI20080665A0 (fi) | 2008-12-18 | 2008-12-18 | Glykos Finland Oy | Luonnollisen tyyppiset sakkaridikoostumukset |
| EP2221358A1 (en) | 2009-02-24 | 2010-08-25 | Universität für Bodenkultur Wien | Biotin-prototrophic yeasts |
| US8748123B2 (en) | 2009-12-15 | 2014-06-10 | 73100-Setenta e Tres Mil e Cem, Lda. | Fucose-containing bacterial biopolymer |
| KR20150010948A (ko) | 2012-03-23 | 2015-01-29 | 파마73, 에스.에이. | 피키아 파스토리스 바이오매스로부터 제조된 천연 바이오복합재 분말, 제조방법, 및 부형제로서의 이의 용도 |
-
2013
- 2013-03-15 KR KR1020147030676A patent/KR20150010948A/ko not_active Ceased
- 2013-03-15 CA CA2809279A patent/CA2809279C/en not_active Expired - Fee Related
- 2013-03-15 WO PCT/IB2013/000403 patent/WO2013140222A1/en active Application Filing
- 2013-03-15 US US13/837,828 patent/US9861700B2/en active Active
- 2013-03-15 MX MX2014011394A patent/MX360025B/es active IP Right Grant
- 2013-03-15 KR KR1020207011559A patent/KR20200060734A/ko not_active Abandoned
- 2013-03-15 BR BR112014023611-9A patent/BR112014023611B1/pt not_active IP Right Cessation
- 2013-03-15 EP EP13721379.9A patent/EP2838565A1/en not_active Withdrawn
- 2013-03-15 CA CA2868062A patent/CA2868062A1/en not_active Abandoned
- 2013-03-15 IN IN8905DEN2014 patent/IN2014DN08905A/en unknown
- 2013-03-15 RU RU2014144295A patent/RU2631609C2/ru active
- 2013-03-15 CN CN201380016117.2A patent/CN104394890B/zh not_active Expired - Fee Related
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2014
- 2014-09-23 IL IL234826A patent/IL234826B/en active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| MX2014011394A (es) | 2015-03-06 |
| WO2013140222A1 (en) | 2013-09-26 |
| RU2631609C2 (ru) | 2017-09-25 |
| US20130251806A1 (en) | 2013-09-26 |
| RU2014144295A (ru) | 2016-05-20 |
| CA2809279A1 (en) | 2013-05-21 |
| KR20150010948A (ko) | 2015-01-29 |
| KR20200060734A (ko) | 2020-06-01 |
| BR112014023611B1 (pt) | 2021-08-31 |
| IL234826B (en) | 2018-04-30 |
| CN104394890A (zh) | 2015-03-04 |
| US9861700B2 (en) | 2018-01-09 |
| CA2868062A1 (en) | 2013-09-26 |
| MX360025B (es) | 2018-10-18 |
| IN2014DN08905A (enrdf_load_stackoverflow) | 2015-05-22 |
| BR112014023611A2 (enrdf_load_stackoverflow) | 2017-06-20 |
| CN104394890B (zh) | 2018-07-10 |
| EP2838565A1 (en) | 2015-02-25 |
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Effective date: 20220315 |